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Updated: Jun 23, 2025

Microscopic Visualization of Porous Nanographenes Synthesized through a Combination of Solution and On-Surface Chemistry
Published on: March 4, 2021
Synthesis and electronic properties of nitrogen-rich nanographene
Gavin P Heim1, Masanari Hirahara1, Vidhya M Dev1
1Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 E California Blvd MC 127-72, Pasadena, California 91125, USA. agapie@caltech.edu.
Abstract:
A polycyclic aromatic hydrocarbon displaying twelve edge nitrogen centers for a 42 π-electron system is reported. This compound was synthesized via Sonogashira coupling of pyrimidine precursors, [2+2+2] cycloaddition of bis(aryl) alkynes, and anionic cyclodehydrogenation. Spectroscopy, electrochemistry, and computational results suggest a narrowing of the HOMO-LUMO gap compared to the N-free analogue. Metal coordination affects the optical properties of the extended π system.
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